When Roosevelt was a student at Harvard, a doctor warned him that if he didn’t commit to a sedentary life, it could be fatal. Roosevelt replied, “If I’ve got to live the sort of life you have described, I don’t care how short it is.”

In other words: “Sorry, Doc, I’m going large.” That spirit carried him from Harvard to the Badlands, up San Juan Hill, and beyond. Now, we offer a larger version of our popular Roosevelt Men’s Leather Satchel Messenger Bag—built for those who live boldly.

Crafted from top-grade water buffalo leather and finished with solid brass and iron hardware, this rugged messenger holds laptops up to 17" with a padded interior sleeve. It features a trolley strap for easy travel, durable YKK zippers, and a hidden zippered compartment beneath the flap. Inside, you’ll find open storage, pen holders, and dedicated pockets for cords and essentials—because going large should never mean going unprepared.

This is the bag you carry when the world tells you to play it safe. When it says slow down, you speed up. Keep it cleaned and conditioned, and it’ll go the distance—just like Roosevelt did.

• Multiple interior zippered pockets
• Trolly/piggyback strap
• Interior open pocket
• Side pockets and open pocket on front under the main flap
• Organizer pockets for phone, pens, and cards
• Exterior zipper pocket
• Adjustable 2" wide canvas shoulder strap
• Fits most 17" screen display laptops (diagonal measurement)
• Internal corner magnets in flap

• Full Grain Water Buffalo Leather - leather thickness - 1.8 mm to 2.0 mm
• Brown canvas lined interior
• Genuine brass and iron hardware
• YKK zippers